Chemistry of carbon compounds – Miscellaneous organic carbon compounds – C-metal
Patent
1979-04-16
1981-03-17
Chan, Nicky
Chemistry of carbon compounds
Miscellaneous organic carbon compounds
C-metal
2603457P, 2603458R, 2603459P, 2603459R, 2603436, C07D30922
Patent
active
042566460
ABSTRACT:
In an elegant stepwise process for the production of intermediates of thromboxanes such as TXB.sub.2 from a chiral glucose starting material such as .alpha.-methylglucoside, those steps comprising: ##STR1## A key modification introduced in this synthetic sequence is the use of 4-dimethylaminopyridine for the selective alkylation of primary alcohols in the presence of unprotected secondary alcohols and for the controlled acylation of methylglucoside. The former application has large potential use in the synthesis of nucleosides, polynucleotides, and carbohydrate derivatives.
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Hernandex, Tetrahedron Letters, No. 3, 219-222 (1978).
Kelly et al., Tetrahedron Letters, No. 37, 3279-3282 (1976).
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Hicks et al, Jcs Chem. Comm., 869 (1976).
Nelson et al., Tetrahedron Letters, No. 37, 3275-3278 (1976).
Sneider et al., Tetrahedron Letters, No. 37, 3283-3286 (1976).
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Bend John R.
Eling Thomas E.
Hernandez Oscar
McKinney James D.
Chan Nicky
Roberts, Jr. John S.
The United States of America as represented by the Department of
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